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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-08-12 23:44:01 UTC

Update Date

2022-03-07 02:49:19 UTC

HMDB ID

HMDB0003559

Secondary Accession Numbers

HMDB03559

Metabolite Identification

Common Name

Gibberellin A3

Description

Gibberellic acid, also known as gibberellin A3, GA, or GA3, is a very potent hormone whose natural occurrence in plants controls their development. Since GA regulates growth, applications of very low concentrations can have a profound effect while too much will have the opposite effect. Gibberellic acid is a hormone found in plants. Gibberellic acid is a simple gibberellin promoting the growth and elongation of cells. It affects the decomposition of plants. It also helps plants grow if used in small amounts but eventually, plants grow a tolerance for it. Gibberellic acid stimulates the cells of germinating seeds to produce mRNA molecules that code for hydrolytic enzymes.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652307212018322D          

 27 31  0  0  1  0            999 V2000
    0.1402   -0.5591    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0861    0.9376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767    1.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1400    1.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1453    0.7794    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8608    1.4823    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4440    0.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9958    0.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6203    0.1046    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7879    0.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1144   -0.0036    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3958   -1.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2032   -1.5143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5356    1.9571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1553   -1.9571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6433    0.5212    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6433   -0.3038    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6433    1.3426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3619    0.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3619   -0.7261    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8031   -0.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0732    0.5212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0732   -0.3038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3660   -1.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1985    0.0230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7879   -0.7146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6433   -1.1253    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  9  1  0  0  0  0
  6  8  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9  2  1  6  0  0  0
  6  2  1  6  0  0  0
  8 10  2  0  0  0  0
  1  9  1  0  0  0  0
  5 11  1  1  0  0  0
  6 14  1  0  0  0  0
  1 12  1  1  0  0  0
 12 13  2  0  0  0  0
 12 15  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  6  0  0  0
 16 19  1  0  0  0  0
 17 20  1  0  0  0  0
 18 21  1  0  0  0  0
 19 22  2  0  0  0  0
 20 23  1  0  0  0  0
 20 24  1  0  0  0  0
 21 25  2  0  0  0  0
 23 26  1  1  0  0  0
 20 21  1  6  0  0  0
 22 23  1  0  0  0  0
 17 27  1  1  0  0  0
 16  5  1  0  0  0  0
 17  1  1  0  0  0  0
M  END

HMDB0003559
     RDKit          3D
Gibberellin A3
 47 51  0  0  0  0  0  0  0  0999 V2000
   -4.4314    1.1055    0.7010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2748    0.6080    0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9552    1.3426    0.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9845    0.2702   -0.1274 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8117   -0.6236   -1.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0630   -0.7831   -0.1912 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0987   -1.2694   -0.9444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7057   -1.6538    0.9914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2322   -1.7696    1.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5131   -0.4161    1.1064 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9125   -0.6934    0.8680 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8021   -0.6546    2.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0621   -0.2382    1.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6303   -0.1940    0.4047 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3430    0.9950    0.2822 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5401   -0.1693   -0.6607 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9675    0.4056   -1.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1101   -1.5929   -0.8331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5561   -2.4220   -1.6550 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1183   -1.8507    0.0824 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3561    0.4758   -0.0167 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2013    0.7366   -0.9154 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1201    2.1873   -1.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0857    2.5815   -2.3995 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0803    3.1350   -0.2005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3116    0.4822    0.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4953    2.1261    1.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7674    1.7947    1.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0136    2.1604   -0.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0550   -0.0646   -1.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3229   -1.5635   -1.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6945   -1.8893   -1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1421   -1.2503    1.9346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1138   -2.6495    0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7739   -2.4738    0.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0593   -2.1763    2.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6920    0.1579    2.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5101   -0.9351    3.0460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7103    0.0815    2.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3233   -1.0589    0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9243    0.9997   -0.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0223    0.0898   -2.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3661   -0.0745   -2.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8587    1.5048   -2.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6370    1.3563    0.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3466    0.1808   -1.8581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9271    3.6893   -0.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  4  3  1  1
  4  5  1  0
  5  6  1  0
  6  7  1  6
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  2  0
 18 20  1  0
 16 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
  6  2  1  0
 11 20  1  6
 10  4  1  0
 21 11  1  0
 22  4  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  5 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  1
 12 38  1  0
 13 39  1  0
 14 40  1  6
 15 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 21 45  1  1
 22 46  1  6
 25 47  1  0
M  END


  Mrv1652307212018322D          

 27 31  0  0  1  0            999 V2000
    0.1402   -0.5591    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0861    0.9376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767    1.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1400    1.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1453    0.7794    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8608    1.4823    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4440    0.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9958    0.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6203    0.1046    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7879    0.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1144   -0.0036    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3958   -1.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2032   -1.5143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5356    1.9571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1553   -1.9571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6433    0.5212    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6433   -0.3038    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6433    1.3426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3619    0.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3619   -0.7261    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8031   -0.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0732    0.5212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0732   -0.3038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3660   -1.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1985    0.0230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7879   -0.7146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6433   -1.1253    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  9  1  0  0  0  0
  6  8  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9  2  1  6  0  0  0
  6  2  1  6  0  0  0
  8 10  2  0  0  0  0
  1  9  1  0  0  0  0
  5 11  1  1  0  0  0
  6 14  1  0  0  0  0
  1 12  1  1  0  0  0
 12 13  2  0  0  0  0
 12 15  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  6  0  0  0
 16 19  1  0  0  0  0
 17 20  1  0  0  0  0
 18 21  1  0  0  0  0
 19 22  2  0  0  0  0
 20 23  1  0  0  0  0
 20 24  1  0  0  0  0
 21 25  2  0  0  0  0
 23 26  1  1  0  0  0
 20 21  1  6  0  0  0
 22 23  1  0  0  0  0
 17 27  1  1  0  0  0
 16  5  1  0  0  0  0
 17  1  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003559

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@]1([H])[C@@]3(C)[C@@H](O)C=C[C@@]21OC3=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O6/c1-9-7-17-8-18(9,24)5-3-10(17)19-6-4-11(20)16(2,15(23)25-19)13(19)12(17)14(21)22/h4,6,10-13,20,24H,1,3,5,7-8H2,2H3,(H,21,22)/t10-,11+,12-,13-,16-,17+,18+,19-/m1/s1

> <INCHI_KEY>
IXORZMNAPKEEDV-OBDJNFEBSA-N

> <FORMULA>
C19H22O6

> <MOLECULAR_WEIGHT>
346.3744

> <EXACT_MASS>
346.141638436

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
36.346316164986575

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,5S,8S,9S,10R,11R,12S)-5,12-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1^{5,8}.0^{1,10}.0^{2,8}]heptadec-13-ene-9-carboxylic acid

> <ALOGPS_LOGP>
0.66

> <JCHEM_LOGP>
0.3509132836666674

> <ALOGPS_LOGS>
-2.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.06512209173422

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.163467082979854

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9049344149234976

> <JCHEM_POLAR_SURFACE_AREA>
104.06

> <JCHEM_REFRACTIVITY>
86.4155

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.95e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,5S,8S,9S,10R,11R,12S)-5,12-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1^{5,8}.0^{1,10}.0^{2,8}]heptadec-13-ene-9-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003559
     RDKit          3D
Gibberellin A3
 47 51  0  0  0  0  0  0  0  0999 V2000
   -4.4314    1.1055    0.7010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2748    0.6080    0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9552    1.3426    0.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9845    0.2702   -0.1274 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8117   -0.6236   -1.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0630   -0.7831   -0.1912 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0987   -1.2694   -0.9444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7057   -1.6538    0.9914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2322   -1.7696    1.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5131   -0.4161    1.1064 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9125   -0.6934    0.8680 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8021   -0.6546    2.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0621   -0.2382    1.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6303   -0.1940    0.4047 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3430    0.9950    0.2822 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5401   -0.1693   -0.6607 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9675    0.4056   -1.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1101   -1.5929   -0.8331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5561   -2.4220   -1.6550 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1183   -1.8507    0.0824 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3561    0.4758   -0.0167 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2013    0.7366   -0.9154 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1201    2.1873   -1.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0857    2.5815   -2.3995 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0803    3.1350   -0.2005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3116    0.4822    0.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4953    2.1261    1.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7674    1.7947    1.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0136    2.1604   -0.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0550   -0.0646   -1.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3229   -1.5635   -1.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6945   -1.8893   -1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1421   -1.2503    1.9346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1138   -2.6495    0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7739   -2.4738    0.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0593   -2.1763    2.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6920    0.1579    2.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5101   -0.9351    3.0460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7103    0.0815    2.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3233   -1.0589    0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9243    0.9997   -0.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0223    0.0898   -2.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3661   -0.0745   -2.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8587    1.5048   -2.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6370    1.3563    0.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3466    0.1808   -1.8581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9271    3.6893   -0.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  4  3  1  1
  4  5  1  0
  5  6  1  0
  6  7  1  6
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  2  0
 18 20  1  0
 16 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
  6  2  1  0
 11 20  1  6
 10  4  1  0
 21 11  1  0
 22  4  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  5 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  1
 12 38  1  0
 13 39  1  0
 14 40  1  6
 15 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 21 45  1  1
 22 46  1  6
 25 47  1  0
M  END

HEADER    PROTEIN                                 21-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUL-20         0                                  
HETATM    1  C   UNK     0       0.262  -1.044   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.027   1.750   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.703   2.933   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.128   3.517   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.271   1.455   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.474   2.767   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.695   0.103   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.726   1.247   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.158   0.195   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.204   0.816   0.000  0.00  0.00           C+0
HETATM   11  H   UNK     0      -0.214  -0.007   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0       0.739  -2.508   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.246  -2.827   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       4.733   3.653   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -0.290  -3.653   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.201   0.973   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.201  -0.567   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.201   2.506   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.542   1.740   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.542  -1.355   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.366  -0.134   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.870   0.973   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.870  -0.567   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.550  -2.881   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.237   0.043   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -5.204  -1.334   0.000  0.00  0.00           O+0
HETATM   27  H   UNK     0      -1.201  -2.101   0.000  0.00  0.00           H+0
CONECT    1    9   12   17                                                  
CONECT    2    9    6                                                       
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    9   11   16                                             
CONECT    6    4    8    2   14                                             
CONECT    7    8    9                                                       
CONECT    8    6    7   10                                                  
CONECT    9    5    7    2    1                                             
CONECT   10    8                                                            
CONECT   11    5                                                            
CONECT   12    1   13   15                                                  
CONECT   13   12                                                            
CONECT   14    6                                                            
CONECT   15   12                                                            
CONECT   16   17   18   19    5                                             
CONECT   17   16   20   27    1                                             
CONECT   18   16   21                                                       
CONECT   19   16   22                                                       
CONECT   20   17   23   24   21                                             
CONECT   21   18   25   20                                                  
CONECT   22   19   23                                                       
CONECT   23   20   26   22                                                  
CONECT   24   20                                                            
CONECT   25   21                                                            
CONECT   26   23                                                            
CONECT   27   17                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

COMPND    HMDB0003559
HETATM    1  C1  UNL     1      -4.431   1.105   0.701  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.275   0.608   0.291  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.955   1.343   0.232  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.984   0.270  -0.127  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.812  -0.624  -1.025  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.063  -0.783  -0.191  1.00  0.00           C  
HETATM    7  O1  UNL     1      -4.099  -1.269  -0.944  1.00  0.00           O  
HETATM    8  C7  UNL     1      -2.706  -1.654   0.991  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.232  -1.770   1.188  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.513  -0.416   1.106  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.912  -0.693   0.868  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.802  -0.655   2.027  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.062  -0.238   1.781  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.630  -0.194   0.405  1.00  0.00           C  
HETATM   15  O2  UNL     1       4.343   0.995   0.282  1.00  0.00           O  
HETATM   16  C14 UNL     1       2.540  -0.169  -0.661  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.968   0.406  -1.945  1.00  0.00           C  
HETATM   18  C16 UNL     1       2.110  -1.593  -0.833  1.00  0.00           C  
HETATM   19  O3  UNL     1       2.556  -2.422  -1.655  1.00  0.00           O  
HETATM   20  O4  UNL     1       1.118  -1.851   0.082  1.00  0.00           O  
HETATM   21  C17 UNL     1       1.356   0.476  -0.017  1.00  0.00           C  
HETATM   22  C18 UNL     1       0.201   0.737  -0.915  1.00  0.00           C  
HETATM   23  C19 UNL     1       0.120   2.187  -1.209  1.00  0.00           C  
HETATM   24  O5  UNL     1       0.086   2.581  -2.400  1.00  0.00           O  
HETATM   25  O6  UNL     1       0.080   3.135  -0.201  1.00  0.00           O  
HETATM   26  H1  UNL     1      -5.312   0.482   0.699  1.00  0.00           H  
HETATM   27  H2  UNL     1      -4.495   2.126   1.035  1.00  0.00           H  
HETATM   28  H3  UNL     1      -1.767   1.795   1.223  1.00  0.00           H  
HETATM   29  H4  UNL     1      -2.014   2.160  -0.514  1.00  0.00           H  
HETATM   30  H5  UNL     1      -2.055  -0.065  -1.934  1.00  0.00           H  
HETATM   31  H6  UNL     1      -1.323  -1.563  -1.275  1.00  0.00           H  
HETATM   32  H7  UNL     1      -3.695  -1.889  -1.630  1.00  0.00           H  
HETATM   33  H8  UNL     1      -3.142  -1.250   1.935  1.00  0.00           H  
HETATM   34  H9  UNL     1      -3.114  -2.650   0.801  1.00  0.00           H  
HETATM   35  H10 UNL     1      -0.774  -2.474   0.494  1.00  0.00           H  
HETATM   36  H11 UNL     1      -1.059  -2.176   2.220  1.00  0.00           H  
HETATM   37  H12 UNL     1      -0.692   0.158   2.036  1.00  0.00           H  
HETATM   38  H13 UNL     1       1.510  -0.935   3.046  1.00  0.00           H  
HETATM   39  H14 UNL     1       3.710   0.081   2.587  1.00  0.00           H  
HETATM   40  H15 UNL     1       4.323  -1.059   0.233  1.00  0.00           H  
HETATM   41  H16 UNL     1       4.924   1.000  -0.522  1.00  0.00           H  
HETATM   42  H17 UNL     1       4.022   0.090  -2.147  1.00  0.00           H  
HETATM   43  H18 UNL     1       2.366  -0.075  -2.768  1.00  0.00           H  
HETATM   44  H19 UNL     1       2.859   1.505  -2.027  1.00  0.00           H  
HETATM   45  H20 UNL     1       1.637   1.356   0.562  1.00  0.00           H  
HETATM   46  H21 UNL     1       0.347   0.181  -1.858  1.00  0.00           H  
HETATM   47  H22 UNL     1       0.927   3.689  -0.029  1.00  0.00           H  
CONECT    1    2    2   26   27
CONECT    2    3    6
CONECT    3    4   28   29
CONECT    4    5   10   22
CONECT    5    6   30   31
CONECT    6    7    8
CONECT    7   32
CONECT    8    9   33   34
CONECT    9   10   35   36
CONECT   10   11   37
CONECT   11   12   20   21
CONECT   12   13   13   38
CONECT   13   14   39
CONECT   14   15   16   40
CONECT   15   41
CONECT   16   17   18   21
CONECT   17   42   43   44
CONECT   18   19   19   20
CONECT   21   22   45
CONECT   22   23   46
CONECT   23   24   24   25
CONECT   25   47
END

HMDB0003559
     RDKit          3D
Gibberellin A3
 47 51  0  0  0  0  0  0  0  0999 V2000
   -4.4314    1.1055    0.7010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2748    0.6080    0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9552    1.3426    0.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9845    0.2702   -0.1274 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8117   -0.6236   -1.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0630   -0.7831   -0.1912 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0987   -1.2694   -0.9444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7057   -1.6538    0.9914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2322   -1.7696    1.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5131   -0.4161    1.1064 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9125   -0.6934    0.8680 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8021   -0.6546    2.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0621   -0.2382    1.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6303   -0.1940    0.4047 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3430    0.9950    0.2822 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5401   -0.1693   -0.6607 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9675    0.4056   -1.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1101   -1.5929   -0.8331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5561   -2.4220   -1.6550 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1183   -1.8507    0.0824 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3561    0.4758   -0.0167 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2013    0.7366   -0.9154 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1201    2.1873   -1.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0857    2.5815   -2.3995 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0803    3.1350   -0.2005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3116    0.4822    0.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4953    2.1261    1.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7674    1.7947    1.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0136    2.1604   -0.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0550   -0.0646   -1.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3229   -1.5635   -1.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6945   -1.8893   -1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1421   -1.2503    1.9346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1138   -2.6495    0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7739   -2.4738    0.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0593   -2.1763    2.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6920    0.1579    2.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5101   -0.9351    3.0460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7103    0.0815    2.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3233   -1.0589    0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9243    0.9997   -0.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0223    0.0898   -2.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3661   -0.0745   -2.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8587    1.5048   -2.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6370    1.3563    0.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3466    0.1808   -1.8581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9271    3.6893   -0.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  4  3  1  1
  4  5  1  0
  5  6  1  0
  6  7  1  6
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  2  0
 18 20  1  0
 16 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
  6  2  1  0
 11 20  1  6
 10  4  1  0
 21 11  1  0
 22  4  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  5 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  1
 12 38  1  0
 13 39  1  0
 14 40  1  6
 15 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 21 45  1  1
 22 46  1  6
 25 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-Gibberellic acid	ChEBI
GA3	ChEBI
Gibberellic acid	ChEBI
Gibberellic acid ga3	ChEBI
Gibberellin	ChEBI
Gibberellin 3	ChEBI
Gibberellinsaeure	ChEBI
(+)-Gibberellate	Generator
Gibberellate	Generator
Gibberellate ga3	Generator
GA(3) gibberellin	MeSH
GA3 gibberellin	MeSH
Gibberelate	HMDB
Gibberelic acid	HMDB
Gibberelin	HMDB
Gibberellins	HMDB
Gibberillate	HMDB
Gibberillic acid	HMDB
Gibberellin A3	MeSH
(+)-Gibberellin A3	HMDB
GA	HMDB
Gibberellin GA3	HMDB

Chemical Formula

C₁₉H₂₂O₆

Average Molecular Weight

346.3744

Monoisotopic Molecular Weight

346.141638436

IUPAC Name

(1R,2R,5S,8S,9S,10R,11R,12S)-5,12-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1^{5,8}.0^{1,10}.0^{2,8}]heptadec-13-ene-9-carboxylic acid

Traditional Name

(1R,2R,5S,8S,9S,10R,11R,12S)-5,12-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1^{5,8}.0^{1,10}.0^{2,8}]heptadec-13-ene-9-carboxylic acid

CAS Registry Number

77-06-5

SMILES

[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@]1([H])[C@@]3(C)[C@@H](O)C=C[C@@]21OC3=O

InChI Identifier

InChI=1S/C19H22O6/c1-9-7-17-8-18(9,24)5-3-10(17)19-6-4-11(20)16(2,15(23)25-19)13(19)12(17)14(21)22/h4,6,10-13,20,24H,1,3,5,7-8H2,2H3,(H,21,22)/t10-,11+,12-,13-,16-,17+,18+,19-/m1/s1

InChI Key

IXORZMNAPKEEDV-OBDJNFEBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as c19-gibberellin 6-carboxylic acids. These are c19-gibberellins with a carboxyl group at the 6-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

C19-gibberellin 6-carboxylic acids

Alternative Parents

Substituents

20-norgibberellane-6-carboxylic acid
Diterpene lactone
Dicarboxylic acid or derivatives
Gamma butyrolactone
Cyclic alcohol
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Secondary alcohol
Lactone
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

organic heteropentacyclic compound (CHEBI:28833 )
lactone (CHEBI:28833 )
C19-gibberellin (CHEBI:28833 )
gibberellin monocarboxylic acid (CHEBI:28833 )
Gibberellins (C01699 )
Pesticides (C01699 )
Gibberellins (LMPR0104170002 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0003559)
Membrane (HMDB: HMDB0003559)

Source

Exogenous

Exogenous (HMDB: HMDB0003559)

Food

Fruit

Pome

Apple (FooDB: FOOD00105)
Pear (FooDB: FOOD00152)

Tropical fruit

Mango (FooDB: FOOD00106)
Papaya (FooDB: FOOD00041)

Citrus

Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)

Berry

Strawberry (FooDB: FOOD00083)
Common grape (FooDB: FOOD00204)

Drupe

Cereal and cereal product

Cereal

Barley (FooDB: FOOD00088)
Corn (FooDB: FOOD00205)
Oat (FooDB: FOOD00022)
Rye (FooDB: FOOD00169)
Common wheat (FooDB: FOOD00187)

Vegetable

Leaf vegetable

Other vegetable

Okra (FooDB: FOOD00420)

Root vegetable

Swede (FooDB: FOOD00028)

Tuber

Sweet potato (FooDB: FOOD00092)

Gourd

Herb and spice

Oilseed crop

Safflower (FooDB: FOOD00042)

Herb

Turnip (FooDB: FOOD00036)
Soft-necked garlic (FooDB: FOOD00850)

Pulse

Pea

Common pea (FooDB: FOOD00141)
Cowpea (FooDB: FOOD00202)

Bean

Lima bean (FooDB: FOOD00133)
Scarlet bean (FooDB: FOOD00132)

Other pulse

White lupine (FooDB: FOOD00403)

Tea

Endogenous

Endogenous (HMDB: HMDB0003559)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	234 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	5 mg/mL	Not Available
LogP	0.24	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.95 g/L	ALOGPS
logP	0.66	ALOGPS
logP	0.35	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	4.16	ChemAxon
pKa (Strongest Basic)	-0.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	86.42 m³·mol⁻¹	ChemAxon
Polarizability	36.35 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	178.622	31661259
DarkChem	[M-H]-	173.422	31661259
DeepCCS	[M-2H]-	214.292	30932474
DeepCCS	[M+Na]+	189.405	30932474
AllCCS	[M+H]+	179.2	32859911
AllCCS	[M+H-H2O]+	176.4	32859911
AllCCS	[M+NH4]+	181.7	32859911
AllCCS	[M+Na]+	182.5	32859911
AllCCS	[M-H]-	183.8	32859911
AllCCS	[M+Na-2H]-	183.4	32859911
AllCCS	[M+HCOO]-	183.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.45 minutes	32390414
Predicted by Siyang on May 30, 2022	10.4086 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.03 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1622.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	192.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	120.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	155.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	75.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	360.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	458.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	126.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	781.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	272.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1119.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	249.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	246.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	368.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	167.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	156.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gibberellin A3	[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@]1([H])[C@@]3(C)[C@@H](O)C=C[C@@]21OC3=O	3990.2	Standard polar	33892256
Gibberellin A3	[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@]1([H])[C@@]3(C)[C@@H](O)C=C[C@@]21OC3=O	2614.4	Standard non polar	33892256
Gibberellin A3	[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@]1([H])[C@@]3(C)[C@@H](O)C=C[C@@]21OC3=O	2941.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Gibberellin A3,1TMS,isomer #1	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@]12C=C[C@H](O)[C@@](C)(C(=O)O1)[C@H]2[C@@H]3C(=O)O	2724.7	Semi standard non polar	33892256
Gibberellin A3,1TMS,isomer #2	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@@]12C=C[C@H](O)[C@@](C)(C(=O)O1)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C	2666.2	Semi standard non polar	33892256
Gibberellin A3,1TMS,isomer #3	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@@]12C=C[C@H](O[Si](C)(C)C)[C@@](C)(C(=O)O1)[C@H]2[C@@H]3C(=O)O	2732.4	Semi standard non polar	33892256
Gibberellin A3,2TMS,isomer #1	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@]12C=C[C@H](O[Si](C)(C)C)[C@@](C)(C(=O)O1)[C@H]2[C@@H]3C(=O)O	2768.0	Semi standard non polar	33892256
Gibberellin A3,2TMS,isomer #2	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@]12C=C[C@H](O)[C@@](C)(C(=O)O1)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C	2730.5	Semi standard non polar	33892256
Gibberellin A3,2TMS,isomer #3	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@@]12C=C[C@H](O[Si](C)(C)C)[C@@](C)(C(=O)O1)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C	2720.1	Semi standard non polar	33892256
Gibberellin A3,3TMS,isomer #1	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@]12C=C[C@H](O[Si](C)(C)C)[C@@](C)(C(=O)O1)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C	2760.4	Semi standard non polar	33892256
Gibberellin A3,1TBDMS,isomer #1	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@]12C=C[C@H](O)[C@@](C)(C(=O)O1)[C@H]2[C@@H]3C(=O)O	2933.3	Semi standard non polar	33892256
Gibberellin A3,1TBDMS,isomer #2	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@@]12C=C[C@H](O)[C@@](C)(C(=O)O1)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C	2897.6	Semi standard non polar	33892256
Gibberellin A3,1TBDMS,isomer #3	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@@]12C=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@](C)(C(=O)O1)[C@H]2[C@@H]3C(=O)O	2932.3	Semi standard non polar	33892256
Gibberellin A3,2TBDMS,isomer #1	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@]12C=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@](C)(C(=O)O1)[C@H]2[C@@H]3C(=O)O	3181.5	Semi standard non polar	33892256
Gibberellin A3,2TBDMS,isomer #2	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@]12C=C[C@H](O)[C@@](C)(C(=O)O1)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C	3159.6	Semi standard non polar	33892256
Gibberellin A3,2TBDMS,isomer #3	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@@]12C=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@](C)(C(=O)O1)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C	3156.6	Semi standard non polar	33892256
Gibberellin A3,3TBDMS,isomer #1	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@]12C=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@](C)(C(=O)O1)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C	3403.0	Semi standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB07814

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Gibberellic_acid

METLIN ID

6954

PubChem Compound

6466

PDB ID

Not Available

ChEBI ID

28833

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1133321

References

Synthesis Reference

Lischewski, Manfred; Adam, Guenter. Gibberellin compounds. Ger. (East) (1979), 10 pp.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Yamaki T, Takeda K: [A simple bioassay method of urinary indoleacetic acid, a cancer growth factor]. J UOEH. 1986 Mar 20;8 Suppl:297-302. [PubMed:3460143 ]

Showing metabocard for Gibberellin A3 (HMDB0003559)

MOL for HMDB0003559 (Gibberellin A3)

3D MOL for HMDB0003559 (Gibberellin A3)

3D SDF for HMDB0003559 (Gibberellin A3)

3D-SDF for HMDB0003559 (Gibberellin A3)

PDB for HMDB0003559 (Gibberellin A3)

3D PDB for HMDB0003559 (Gibberellin A3)

SMILES for HMDB0003559 (Gibberellin A3)

INCHI for HMDB0003559 (Gibberellin A3)

Structure for HMDB0003559 (Gibberellin A3)

3D Structure for HMDB0003559 (Gibberellin A3)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized